Obeticholic Acid

Alternative_name

4R)-4-[(3R,5S,6R,7R,8S,9S,10S,13R,14S,17R)-6-ethyl-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid; 6-ECDCA; 6-Ethylchenodeoxycholic acid); INT-747
Description

Obeticholic acid is a derivative of cholic acid which acts as a potent and selective FXR (Farnesoid X receptor) agonist (EC₅₀ = 99 nM) displaying anticholeretic activity in an in vivo rat model of cholestasis. Obeticholic acid is 100-fold more potent than the endogenous ligand chenodeoxycholic acid (CDCA) (Cat. No. 2831).
CAS Number

459789-99-2
Structure Available

Yes
Salt Form

No
Molecular Formula

C₂₆H₄₄O₄
Molecular Weight

420.63
Cell Permeable

Yes
Purity

≥98% by HPLC
Solubilities

DMSO
Handling

Protect from air and light
Tag Line

A potent and selective FXR (Farnesoid X receptor) agonist
Storage Condition

-20°C
Shipping Condition

gel pack
Shelf Life

36 months
PubChem CID

447715
PubChem CID Link
SMILES

CCC1C2CC(CCC2(C3CCC4(C(C3C1O)CCC4C(C)CCC(=O)O)C)C)O
InChi

InChI=1S/C26H44O4/c1-5-17-21-14-16(27)10-12-26(21,4)20-11-13-25(3)18(15(2)6-9-22(28)29)7-8-19(25)23(20)24(17)30/h15-21,23-24,27,30H,5-14H2,1-4H3,(H,28,29)/t15-,16-,17-,18-,19+,20+,21+,23+,24-,25-,26-/m1/s1
InChi Key

ZXERDUOLZKYMJM-ZWECCWDJSA-N
Data Sheet Link
MSDS Available

Yes